Lake Jessamine Drive, Orlando, FL
Everything we know about Lake Jessamine Drive in Orlando: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.
29 homes sit on Lake Jessamine Drive in Orlando, FL (ZIP 32839), built 1945–1982, a typical 1,843 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. 1 closed in the last 12 months at a median of $1,575,000. Homes that sold since 2023 went for a median $492,000.
Recent sales on Lake Jessamine Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 5475 Lake Jessamine Drive | $1,575,000 | 2026-07-02 | 4 / 3.5 | 4,388 |
The homes on Lake Jessamine Drive
29 single-family. Built by decade: 1940s 3, 1950s 15, 1960s 5, 1970s 3, 1980s 3.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 5475 Lake Jessamine Drive | $1,575,000 | 2026-07-02 | 1950 | 4,388 |
| 5347 Lake Jessamine Drive | $900,000 | 2025-02-17 | 1982 | 3,078 |
| 5477 Lake Jessamine Drive | $425,000 | 2023-12-15 | 1981 | 1,968 |
| 5341 Lake Jessamine Drive | $492,000 | 2023-02-02 | 1957 | 2,348 |
| 5408 Lake Jessamine Drive | $296,000 | 2023-01-30 | 1958 | 1,829 |
| 5486 Lake Jessamine Drive | $485,000 | 2022-10-04 | 1978 | 1,783 |
| 1012 Lake Jessamine Drive | $308,500 | 2022-08-01 | 1952 | 1,224 |
| 1001 Lake Jessamine Drive | $245,000 | 2022-02-28 | 1954 | 1,050 |
| 5253 Lake Jessamine Drive | $523,000 | 2022-01-13 | 1954 | 1,843 |
| 5440 Lake Jessamine Drive | $355,000 | 2022-01-10 | 1950 | 1,997 |
| 1018 Lake Jessamine Drive | $260,000 | 2021-08-25 | 1945 | 1,350 |
| 5441 Lake Jessamine Drive | $350,000 | 2021-08-24 | 1952 | 1,652 |
| 5400 Lake Jessamine Drive | $312,000 | 2021-05-06 | 1962 | 2,290 |
| 1013 Lake Jessamine Drive | $245,000 | 2020-10-30 | 1947 | 1,524 |
| 908 Lake Jessamine Drive | $299,000 | 2019-03-08 | 1960 | 2,512 |
| 5480 Lake Jessamine Drive | $250,000 | 2018-05-30 | 1974 | 1,801 |
| 1006 Lake Jessamine Drive | $170,000 | 2017-12-14 | 1959 | 1,404 |
| 5409 Lake Jessamine Drive | $500,000 | 2016-11-10 | 1953 | 2,603 |
| 5443 Lake Jessamine Drive | $220,000 | 2016-02-23 | 1962 | 1,820 |
| 1033 Lake Jessamine Drive | $98,500 | 2015-04-17 | 1958 | 1,508 |
Communities along Lake Jessamine Drive
- Florida Shores · 10 homes on the street
- North Florida Shores · 8 homes on the street
- Lake Jessamine Shores North Florida Shores · 1 homes on the street
How to read this
Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 4,155 homes for sale in Orlando, homes for sale in 32839.